Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
expand_more
expand_more
format_list_bulleted
Concept explainers
Textbook Question
Chapter 14.16, Problem 20P
To which of the compounds of Problem
How many signals would you expect to see in the
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
14. Compound B has molecular formula C9H12. It shows five signals in the 1H-NMR spectrum - a doublet of integral 6 at 1.22 ppm, a septet of integral 1 at 2.86 ppm, a singlet of integral 1 at 5.34 ppm, a doublet of integral 2 at 6.70 ppm, and a doublet of integral 2 at 7.03 ppm. The 13C-NMR spectrum of B shows six unique signals (23.9, 34.0, 115.7, 128.7, 148.9, and 157.4). Identify B and explain your reasoning.
3. How many signals would you expect in the 1H and 13C NMR spectrum of each molecule?
H.
ethyl p-anisate
(licorice)
diacetyl
(buttered popcorn)
hexanal
(tutti-fruitti)
1H
13C
1H
13C
1H
13C
Each of the following compounds exhibit a single 1H NMR peak. Approximately where
would you expect each compound to absorb (give your answer in a range of chemical shift)?
Cyclohexane
Acetone
Benzene
Dichloromethane
Trimethylamine
Chapter 14 Solutions
Organic Chemistry - Standalone book
Ch. 14.3 - Prob. 1PCh. 14.3 - Prob. 2PCh. 14.4 - The 1H NMR signal for bromoform (CHBr3) appears at...Ch. 14.5 - identify the most shielded and least shielded...Ch. 14.5 - (a) Assign the chemical shifts 1.6, 2.2, and 4.8...Ch. 14.5 - Assign the chemical shifts 1.1, 1.7, 2.0, and 2.3...Ch. 14.5 - Assign the chemical shifts 1.6, 4.0, 7.5, 8.2, and...Ch. 14.6 - The 300-MHz 1H NMR spectrum of 1,4-dimethylbenzene...Ch. 14.6 - Prob. 9PCh. 14.6 - How many signals would you expect to find in the...
Ch. 14.7 - Describe the appearance of the 1H NMR spectrum of...Ch. 14.8 - Describe the appearance of the 1H NMR spectrum of...Ch. 14.11 - Prob. 13PCh. 14.11 - Prob. 14PCh. 14.12 - Hydrogen bonding between the oxygen of dimethyl...Ch. 14.14 - Prob. 16PCh. 14.15 - The 13C NMR spectrum of 1-bromo-3-chloropropane...Ch. 14.15 - Consider carbons x, y, and z in p-methylanisole....Ch. 14.15 - Prob. 19PCh. 14.16 - To which of the compounds of Problem 14.16 does...Ch. 14.18 - DEPT spectra for a compound with the formula...Ch. 14.20 - Vibrational frequencies are sensitive to isotopic...Ch. 14.21 - Prob. 23PCh. 14.22 - Prob. 24PCh. 14.23 - Prob. 25PCh. 14.23 - Which one of the C5H8 isomers shown has its max at...Ch. 14.24 - Knowing what to look for with respect to isotopic...Ch. 14.24 - The base peak appears at m/z105 for one of the...Ch. 14.24 - Mass spectra of 1-bromo-4-propylbenzene and...Ch. 14.25 - Prob. 30PCh. 14 - Each of the following compounds is characterized...Ch. 14 - Deduce the structure of each of the following...Ch. 14 - From among the isomeric compounds of molecular...Ch. 14 - The H1NMR spectrum of fluorene has signals at 3.8...Ch. 14 - Prob. 35PCh. 14 - H1NMR spectra of four isomeric alcohols with...Ch. 14 - Prob. 37PCh. 14 - We noted in Section 14.13 that an NMR spectrum is...Ch. 14 - Identify each of the C4H10O isomers on the basis...Ch. 14 - A compound (C3H7ClO2) exhibited three peaks in its...Ch. 14 - Label nonequivalent carbons in the following...Ch. 14 - Compounds A and B are isomers of molecular formula...Ch. 14 - C13 NMR spectra for four isomeric alkyl bromides...Ch. 14 - Prob. 44PCh. 14 - Prob. 45PCh. 14 - Identify the C3H5Br isomers on the basis of the...Ch. 14 - Prob. 47PCh. 14 - A compound (C8H10O) has the IR and H1NMR spectra...Ch. 14 - Deduce the structure of a compound having the...Ch. 14 - Figure 14.53 presents IR, H1NMR, C13NMR and mass...Ch. 14 - H1NMR, C13NMR, IR, and mass spectra are shown for...Ch. 14 - 1H NMR and IR spectra for a compound with the...Ch. 14 - FriedelCraftsalkylation of benzene with...Ch. 14 - Prob. 54DSPCh. 14 - Prob. 55DSPCh. 14 - Prob. 56DSPCh. 14 - Prob. 57DSPCh. 14 - Prob. 58DSP
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- In the 1H NMR spectra of 2-bromopropane (CH3)2CHBr and 1-bromopropane CH3CH2CH2Br, how many signals do you expect to see?arrow_forwardFollowing are the 'H and 13C NMR spectra for each of three isomeric ketones with formula C7H14O. Determine a structure to each pair of spectra and assign each H and C. Carbon spectrum B Carbon spectrum C,H140 А C,H140 CDCI3 CDCI3 200 150 100 50 200 150 100 50 Proton spectrum C,H140 В Proton spectrum A C,H140 2.9 2.8 2.7 1.96 2.00 2.91 1.04 6.18 3.0 2.5 2.0 1.5 1.0 0.5 0.0 3.0 2.5 2.0 1.5 0.5 0.0 211.04 -44.79 –17.39 – 13.78 -218.40 -38.85 –18.55arrow_forwardFollowing are the 'H and 13C NMR spectra for each of three isomeric ketones with formula C7H14O. Determine a structure to each pair of spectra and assign each H and C. Carbon spectrum А C,H140 Carbon spectrum В C;H140 CDCI3 200 150 100 50 Proton spectrum CDC13 A C,H140 200 150 100 50 1.96 2.00 2.91 3.0 2.5 2.0 1.5 1.0 0.5 0.0 211.04 -44.79 –17.39 – 13.78 -218.40 - 38.85 –18.55arrow_forward
- How many unique 13C NMR and 1H NMR signals exist in the spectrum for the compound: 1,3-dibromobenzene?arrow_forward1Compound 1 has molecular formula C7H16. It shows three signals in the 1H-NMR spectrum, one at 0.85 ppm, one at 1.02 ppm, and one at 1.62 ppm. The relative integrals of these three signals are 6, 1, and 1, respectively. Compound 2 has molecular formula C7H14. It shows three signals in the 1H-NMR spectrum, one at 0.98 ppm, one at 1.36 ppm, and one at 1.55 ppm. The relative integrals of these three signals are 3, 2, and 2, respectively. Propose structures for compounds 1 and 2, explaining how you reach your conclusion.arrow_forwardAn unknown compound has the molecular formula C7H14O, and its 1H NMR and 13C NMR spectra are shown below. Determine the structure of the unknown compound and draw it below. Note that there are no peaks above 3 ppm in the 1H NMR, and the numbers present on the 1H NMR are the integration values for each set of peaks.arrow_forward
- How many signal(s) will appear in the H-NMR spectrum of acetone (structure shown below)? 4 O 1arrow_forwardWhich of the following compounds will display a singlet, a triplet and a quartet in its ¹H NMR spectrum? 3-chloropentane O 2-chloro-4-methylpentane 3-chloro-3-methylpentane O 1-chloro-2,2-dimethylbutane 3-chloro-2-methylpentanearrow_forwardHow many peaks will the following molecule show in its ¹H NMR spectrum? 1 2 IN 3 6 H3C CH3 methyl acetatearrow_forward
- Which of these choices best describes the interpretation of the following peak that may be recorded in a H NMR spectrum? 4.3 8 (1H, q). The underlined hydrogen atom is intended to be the one producing the peak that we are interpreting. O=C-CHCO2H O=C-CHCHX2 O=C-CHCH,X O=C-CHCH3 None of these interpretations describes this peak.arrow_forwardWhich of these choices best describes the interpretation of the following peak that may be recorded in a 'H NMR spectrum? 3.7 8 (2H, q). The underlined hydrogen atom is intended to be the one producing the peak that we are interpreting. O-CH2CO2H O-CH,CHX2 O-CH2CH,X O-CH2CH3 None of these interpretations describes this peak.arrow_forwardIn the 1H NMR spectrum of acetone (CH3 -CO-CH3 ) , how many signals will you notice and what will the approximate value be of the signals?arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningPrinciples of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
NMR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=SBir5wUS3Bo;License: Standard YouTube License, CC-BY